2-(1',2'-O-isopropylidene-1',2',3',4'-tetrahydroxybutyl)-3-oxo-N-(9-phenylfluoren-9-yl)pyrrolidine

Base Information

Chemical Name:2-(1',2'-O-isopropylidene-1',2',3',4'-tetrahydroxybutyl)-3-oxo-N-(9-phenylfluoren-9-yl)pyrrolidine
CAS No.:133473-17-3
Molecular Formula:C₃₀H₃₁NO₅
Molecular Weight:485.58
Hs Code.:

Synonyms:2-(1',2'-O-isopropylidene-1',2',3',4'-tetrahydroxybutyl)-3-oxo-N-(9-phenylfluoren-9-yl)pyrrolidine

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Chemical Property of 2-(1',2'-O-isopropylidene-1',2',3',4'-tetrahydroxybutyl)-3-oxo-N-(9-phenylfluoren-9-yl)pyrrolidine

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Technology Process of 2-(1',2'-O-isopropylidene-1',2',3',4'-tetrahydroxybutyl)-3-oxo-N-(9-phenylfluoren-9-yl)pyrrolidine

There total 9 articles about 2-(1',2'-O-isopropylidene-1',2',3',4'-tetrahydroxybutyl)-3-oxo-N-(9-phenylfluoren-9-yl)pyrrolidine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

: 117462-55-2
methyl 2-azido-2-deoxy-3,4:5,6-di-O-isopropylidene-D-mannonate

: 133473-17-3
2-(1',2'-O-isopropylidene-1',2',3',4'-tetrahydroxybutyl)-3-oxo-N-(9-phenylfluoren-9-yl)pyrrolidine

Guidance literature:: Multi-step reaction with 8 steps

1: H₂ / 10percent Pd/C / ethyl acetate / 24 h / 760 Torr

2: Pb(NO₃)2, Et₃N / CH₂Cl₂ / 48 h / Ambient temperature

3: 94 percent / DIBAL / toluene / 0.5 h / -78 °C

4: 1) N-chlorosuccinimide, Me₂S, 2) NEt₃ / 1) toluene, -25 deg C, 5.5 h, 2) 20 min.

5: 91 percent / tetrahydrofuran / 1 h / -40 deg C to r.t.

6: 1) N-chlorosuccinimide, Me₂S, 2) NEt₃ / 1) toluene, -25 deg C, 5.5 h 2) 20 min

7: HBr, H₂O / diethyl ether / 0.5 h / 0 °C

8: NaHCO₃, Na₂CO₃ / H₂O / 2.5 h / Ambient temperature

With N-chloro-succinimide; lead(II) nitrate; dimethylsulfide; water; hydrogen bromide; hydrogen; diisobutylaluminium hydride; sodium hydrogencarbonate; sodium carbonate; triethylamine; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; dichloromethane; water; ethyl acetate; toluene;
DOI:10.1021/jo00011a047

Reference yield:

: (S)-4-Bromo-1-[(4R,5R)-5-((R)-1,2-dihydroxy-ethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-1-(9-phenyl-9H-fluoren-9-ylamino)-butan-2-one

: 133473-17-3
2-(1',2'-O-isopropylidene-1',2',3',4'-tetrahydroxybutyl)-3-oxo-N-(9-phenylfluoren-9-yl)pyrrolidine

Guidance literature:: With sodium hydrogencarbonate; sodium carbonate; In water; for 2.5h; Yield given; Ambient temperature;
DOI:10.1021/jo00011a047

Reference yield:

: 55135-66-5
9-bromo-9-phenyl-9H-fluorene

: 133473-17-3
2-(1',2'-O-isopropylidene-1',2',3',4'-tetrahydroxybutyl)-3-oxo-N-(9-phenylfluoren-9-yl)pyrrolidine

Guidance literature:: Multi-step reaction with 7 steps

1: Pb(NO₃)2, Et₃N / CH₂Cl₂ / 48 h / Ambient temperature

2: 94 percent / DIBAL / toluene / 0.5 h / -78 °C

3: 1) N-chlorosuccinimide, Me₂S, 2) NEt₃ / 1) toluene, -25 deg C, 5.5 h, 2) 20 min.

4: 91 percent / tetrahydrofuran / 1 h / -40 deg C to r.t.

5: 1) N-chlorosuccinimide, Me₂S, 2) NEt₃ / 1) toluene, -25 deg C, 5.5 h 2) 20 min

6: HBr, H₂O / diethyl ether / 0.5 h / 0 °C

7: NaHCO₃, Na₂CO₃ / H₂O / 2.5 h / Ambient temperature

With N-chloro-succinimide; lead(II) nitrate; dimethylsulfide; water; hydrogen bromide; diisobutylaluminium hydride; sodium hydrogencarbonate; sodium carbonate; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane; water; toluene;
DOI:10.1021/jo00011a047